Synthesis of novel push-pull unsymmetrically substituted alkynyl phthalocyanines

被引:95
作者
Maya, EM [1 ]
García, C [1 ]
García-Frutos, EM [1 ]
Vázquez, P [1 ]
Torres, T [1 ]
机构
[1] Univ Autonoma Madrid, Dept Quim Organ CI, E-28049 Madrid, Spain
关键词
D O I
10.1021/jo991843f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two families of "push-pull" phthalocyanines 1-3 having an unusually strong dipole moment have been prepared. The syntheses of unsymmetrically substituted phthalocyanines 1a,b and 2 bearing one or two electron-withdrawing 4-nitrophenylethynyl moieties, respectively, and six alkoxy substituents were performed by combination of a zinc or nickel templated cyclotetramerization and cross-coupling palladium mediated methodologies. In a similar way, the "push-pull" compounds 3a,b having a reversal substitution pattern, characterized by the presence of one electron-donor 4-(dimethylamino)phenylethynyl unit and six strong acceptor alkylsulfonyl substituents were prepared. The compounds show very large second-order nonlinear optical responses.
引用
收藏
页码:2733 / 2739
页数:7
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